苄基-(3-氯-5-硝基-1H-吲唑-7-基)-胺 | 1025986-76-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡唑类
• 中文名称: 苄基-(3-氯-5-硝基-1H-吲唑-7-基)-胺
• 英文名称: N-benzyl-3-chloro-5-nitro-2H-indazol-7-amine
• CAS: 1025986-76-8
• 化学式: C₁₄H₁₁ClN₄O₂
• 分子量: 302.72
• InChiKey: VXJLOOZEWPKDBK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  86.5
• 氢给体数：
  2
• 氢受体数：
  4

上下游信息

• 上游原料

  中文名称	英文名称	CAS号	化学式	分子量
  3-氯-5-硝基-2H-吲唑-7-胺	3-chloro-5-nitro-7-amino-1(2)H-indazole	647853-24-5	C7H5ClN4O2	212.595
  ——	3-chloro-5,7-dinitro-1(2)H-indazole	249627-77-8	C7H3ClN4O4	242.578
  3-氯-5-硝基-1H-吲唑	3-chloro-5-nitro-1H-indazole	4812-45-7	C7H4ClN3O2	197.581

• 下游产品

  中文名称	英文名称	CAS号	化学式	分子量
  ——	7-N-benzyl-3-chloro-2H-indazole-5,7-diamine	1026472-85-4	C14H13ClN4	272.737
  ——	N-(7-Benzylamino-3-chloro-1H-indazol-5-yl)-4-chloro-benzenesulfonamide	——	C20H16Cl2N4O2S	447.345

反应信息

• 作为反应物：
  描述：

  苄基-(3-氯-5-硝基-1H-吲唑-7-基)-胺 在 吡啶 、 tin(ll) chloride 作用下， 以 乙醇 为溶剂， 生成 N-(7-Benzylamino-3-chloro-1H-indazol-5-yl)-4-chloro-benzenesulfonamide
  参考文献：
  名称：

  Structure-Based Design, Synthesis, and Antimicrobial Activity of Indazole-Derived SAH/MTA Nucleosidase Inhibitors

  摘要：

  The structure-based design, synthesis, and biological activity of a novel indazole-containing inhibitor series for S-adenosyl homocysteine/methylthioadenosine (SAH/MTA) nucleosidase are described. Use of 5-aminoindazole as the core scaffold provided a structure-guided series of low nanomolar inhibitors with broad-spectrum antimicrobial activity. The implementation of structure-based methodologies provided a 6000-fold increase in potency over a short timeline (several months) and an economy of synthesized compounds.

  DOI：

  10.1021/jm0302039
• 作为产物：
  描述：

  3-氯-5-硝基-1H-吲唑 在 ammonium sulfide 、 硫酸 、 硝酸 、 三乙酰氧基硼氢化钠 作用下， 以 乙醇 、 乙腈 为溶剂， 反应 0.5h， 生成 苄基-(3-氯-5-硝基-1H-吲唑-7-基)-胺
  参考文献：
  名称：

  Structure-Based Design, Synthesis, and Antimicrobial Activity of Indazole-Derived SAH/MTA Nucleosidase Inhibitors

  摘要：

  The structure-based design, synthesis, and biological activity of a novel indazole-containing inhibitor series for S-adenosyl homocysteine/methylthioadenosine (SAH/MTA) nucleosidase are described. Use of 5-aminoindazole as the core scaffold provided a structure-guided series of low nanomolar inhibitors with broad-spectrum antimicrobial activity. The implementation of structure-based methodologies provided a 6000-fold increase in potency over a short timeline (several months) and an economy of synthesized compounds.

  DOI：

  10.1021/jm0302039

文献信息

• Structure-Based Design, Synthesis, and Antimicrobial Activity of Indazole-Derived SAH/MTA Nucleosidase Inhibitors
  作者：Xiaoming Li、Sam Chu、Victoria A. Feher、Mitra Khalili、Zhe Nie、Stephen Margosiak、Victor Nikulin、James Levin、Kelly G. Sprankle、Martina E. Tedder、Robert Almassy、Krzysztof Appelt、Kraig M. Yager

  DOI：10.1021/jm0302039

  日期：2003.12.1

  The structure-based design, synthesis, and biological activity of a novel indazole-containing inhibitor series for S-adenosyl homocysteine/methylthioadenosine (SAH/MTA) nucleosidase are described. Use of 5-aminoindazole as the core scaffold provided a structure-guided series of low nanomolar inhibitors with broad-spectrum antimicrobial activity. The implementation of structure-based methodologies provided a 6000-fold increase in potency over a short timeline (several months) and an economy of synthesized compounds.